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Global Sales Trainer

Sales, Boston, Full Time, $125,000 / year

Job Description

Since 2006, we’ve helped the most innovative companies and HR leaders transform the employee experience to attract, engage and retain top talent through employee benefits, strategic reward and recognition, wellbeing, and much more. Across the globe, over 600 of us work together to make the world a better place to work as an ambitious, fast-growth, private-equity-backed, HR Tech Saas company focused on Employee Engagement. We’re flexible, inclusive, and keen to meet individuals who are passionate about positively impacting the future of work both at RG and beyond.

Your role in our Mission
This role is focused on partnering with Sales Leaders to determine and respond to Sales Training needs in order to help us support organizations to make their world a better place to work all while maximizing revenue generation across RG’s three commercial markets (UK, US, AUS).

You will play a key role in designing and implementing role-based learning development programmes to support our aim towards a world-class sales organization. 
You will review and enhance our framework for Sales onboarding, ongoing development, and assessment, ensuring consistency and quality execution. You will support the design, development, and delivery of both learning and development programs will be a mixture of virtual/in-person and on-demand learning, ensuring enhancement of our sales organization globally.

Key Responsibilities

  • Partner with Sales Leaders to develop and maintain Sales Learning Toolkits including sales prospecting and consulting playbooks, sales qualification frameworks, sales process, and forecasting per market
  • Design and deliver interactive training courses including live and on-demand
  • Collaborate with Sales Leaders to determine business needs and conduct sales learning and development audits per role
  • Design and deliver quarterly initiatives focused on core sales tactics to address market requirements and key global areas for development. This could include deeper discovery, objection handling, multi-threading strategies, maintaining closing momentum, negotiation techniques, and more
  • Partner with Sales Leaders to review and refresh Fit2Pitch, our Sales Consultancy Assessment Program
  • Partner with Sales Development Leaders to design and implement Fit2Disco, our Sales Discovery Assessment Program for SDR’s
  • Partner with Sales Leaders on program selection and reinforcement techniques (group follow-up discussions/workshops) to maximize learnings from external training partners - i.e. Sales Impact Academy courses
  • Partner with Sales Leaders to support design and development of learning for Sales Development Days 
  • Coordinate with Product Marketing to ensure product developments are reflected in Sales Training Collateral and trained in our Sales organization
  • Develop and implement Sales Momentum Training per role and region, focusing on reducing deal drag and ensuring maximum impact per team member
  • Partner with Sales and Marketing to develop and implement management of a sales in a downturn module
  • Support Sales Leaders on development of frameworks for individual  coaching frameworks and sales development plans. Provide coaching support to individuals as requested
  • Measure and review Sales Learning and Development program impact


  • Proven and consistent sales training and coaching success within a B2B SaaS sales environment 
  • Experience in creating training presentation and materials (sales playbooks, videos, slides) 
  • Experience in facilitation of live learning modules
  • Experience with e-learning platforms and development on engaging on demand learning material
  • Account Executive and/or Sales Leadership experience in a consultative sales cycle
  • Excellent presentation and written skills
  • Strong interpersonal skills with the ability to collaboration across multiple stakeholders
  • Experience in mid-market sales and or experience in HR solution sales would be an advantage

The Interview Process

  • Telephone call with a member of the Talent Acquisition Team 
  • 1st Interview with US Sales Leadership and member of the sales team
  • 2nd Interview with UK or AUS Sales Leadership
  • 3rd Interview with the SVP of Global Sales
  • Final Interview & Assessment with the SVP Global Sales, UK/AUS Sales Leaders
Be comfortable. Be you.
At Reward Gateway, we want all of our employees to feel comfortable bringing their passion, creativity and individuality to work. We value all cultures, backgrounds and experiences, as we truly believe that diversity drives innovation. Express yourself, join our community and help us Make the World a Better Place to Work.

We hire BETTER.  
From perks to people, our BETTER approach to hiring earns us more trust, happier people, and more world-class talent that helps us to make the world a better place to work. Find out more about Reward Gateway’s approach to benefits, equality, talent, technology, empathy, and what you’ll get in return for joining our Mission at rg.co/lifeatrg.
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